Ferrocene and Its Derivatives for Medical Applications
Keywords:
Ferrocene, Organometallic, Sandwich-compound, Metallocene, Kinase-inhibitorAbstract
Ferrocene, also known as dicyclopentadienyliron, is classified as one of the organometal compounds that contain a transition metal (iron) and 2 cyclopentadienyl rings in its sandwich-liked molecule. Due to its structural characteristic, this can also be called “Sandwich compound” or “Metallocene”. Ferrocene and its derivatives have been studied extensively, especially in the field of medicine, for example, their kinase inhibiting properties, which inactivate malfunctioned enzymes resulting in the reduction of the occurrence of certain diseases such as cancers, neurological diseases, diabetes, heart disease, and etc. This review paper is intended to elaborate on the sequence of ferrocene compounds and their derivatives in medical application. The data from various research groups have highlighted some important properties of metallocene compounds as pharmaceutical agents. Therefore, the synthesis of ferrocene compounds has become more widespread and well-known since the discovery of ferrocene.
References
Anand, K. K,, Gade P., Satyanarayana, N., Robin, M., and Marvin S. R. (2005). A biochemical analysis of topoisomerase II α and β kinase activity found in HIV-1 infected cells and virus. Archives of Biochemistry and Biophysics, 441, 41-55.
Biot, C. (2004). Anti-Infective Agents. Curr. Med. Chem, 3, 135-147.
Bruijnincx, P. C., and Sadler, P. J. (2008). New trends for metal complexes with anticancer activity. Current opinion in chemical biology, 12,197-206.
Butler, L. M., Agus, D. B., Scher, H. I., Higgins, B., Rose, A., Cordon-Cardo, C., Thaler, H. T., Rifkind, R. A., Marks, P. A., and Richon, V. M. (2000).
Suberoylanilide hydroxamic acid, an inhibitor of histone deacetylase, suppresses the growth of prostate cancer cells in vitro and in vivo Cancer research, 60, 5165-5170.
Ferreira, A. P., Da Silva, J. L. F., Duarte, M. T., Da Piedade, M. F. M., Robalo, M. P., Harjivan, S. G. S. G., Marzano, C., Gandin, V., and Marques, M. M. (2009). Synthesis and Characterization of New Organometallic Benzo[b]thiophene Derivatives with Potential Antitumor Properties. Organometallics, 2009, 28, 5412–5423.
Fouda, M. F., Abd‐Elzaher, M. M., Abdelsamaia, R. A., and Labib, A. A. (2007). On the medicinal chemistry of ferrocene. Applied Organometallic Chemistry, 21, 613-625.
Gasser, G., and Metzler-Nolte, N. (2012). The potential of organometallic complexes in medicinal chemistry. Current opinion in chemical biology, 16, 84-91.
Goel, A., Savage, D., Alley, S. R., Kelly, P. N., O’Sullivan, D., Mueller-Bunz, H., and Kenny, P. T.M. (2007). The synthesis and structural characterization of novel N-meta-ferrocenyl benzoyl dipeptide esters: The X-ray crystal structure and in vitro anti-cancer activity of N-{meta-ferrocenyl)benzoyl}-l-alanine-glycine ethyl ester. J. Organomet. Chem, 692, 1292–1299.
Hottin, A., Dubar, F., Steenackers, A., Delannoy, P., Biot, C., and Behr, J.-B. (2012). Iminosugar–ferrocene conjugates as potential anticancer agents. Org. Biomol. Chem, 10, 5592.
Jaouen, G. and Metzler-Nolte, N. (2010). Medicinal organometallic chemistry; Springer Science & Business Media.
Johnson, W. S., and Buell, B. G. (1952). A New Synthesis of Chloroquine. J. Am. Chem. Soc, 74, 4513–4516.
Mooney, Á., Corry, A. J., O’Sullivan, D., Rai, D. K., and Kenny, P. T. M. (2009). The synthesis, structural characterization and in vitro anti-cancer activity of novel N-(3-ferrocenyl-2-naphthoyl) dipeptide ethyl esters and novel N-(6-ferrocenyl-2-naphthoyl) dipeptide ethyl esters. J. Organomet. Chem, 694, 886–894.
Nguyen, A., Vessières, A., Hillard, E. A., Top, S., Pigeon, P., and Jaouen, G. (2007). Ferrocifens and Ferrocifenols as New Potential Weapons against Breast Cancer. Chim. Int. J. Chem, 61, 716–724.
Payen, O., Top, S., Vessières, A., Brulé, E., Plamont, M.-A., McGlinchey, M. J., Müller-Bunz, H., and Jaouen, G. (2008). Synthesis and Structure–Activity Relationships of the First Ferrocenyl-Aryl-Hydantoin Derivatives of the Nonsteroidal Antiandrogen Nilutamide. J. Med. Chem, 1791–1799.
Sansook, S., Lineham, E., Hassell-Hart, S., Tizzard, G. J., Coles, S. J., Spencer, J., and Morley, S. J. (2018). Probing the anticancer action of novel ferrocene analogues of MNK Inhibitors. Molecules, 23 (2126), pp. 1-13, ISSN 1420-3049.
Spencer, J., Mendham, A. P., Kotha, A. K., Richardson, S. C., Hillard, E. A., Jaouen, G., Male, L., Hursthouse, M. B. (2009). Synthesis of a 1,4-benzodiazepine containing palladacycle with in vitro anticancer and cathepsin B activity. Dalton Transactions, 22, 918.
Victor, J. F., Ronald, J.D., and Steven. B. (1978). Ferrocenyl polyamines as agents for the chemoimmunotherapy of cancer. Journal of Medicinal Chemistry, 172, 393–395.
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